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The Hard Part with Evan McCann
By Evan McCann
286
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The Hard Part with Evan McCann shares the stories, tactics and playbooks of Canada's top founders, investors and leaders. Canadians are undercover compared to their American counterparts. The Hard Part is changing that.
The Hard Part with Evan McCann shares the stories, tactics and playbooks of Canada's top founders, investors and leaders. Canadians are undercover compared to their American counterparts. The Hard Part is changing that.
Oban MacTavish from Spade
Episode in
The Hard Part with Evan McCann
Oban MacTavish is the Co-Founder and CEO of Spade.
Spade is the only transaction data enrichment solution backed by real data.
They leverage their vast first-party data network to bring instant clarity and context to every purchase and payment—with precisely matched merchant, category, and geolocation details that empower you to build the next generation of financial technology.
Chapters
- Oban's First Founder Experience with Hubly
- Understanding Merchant Intelligence and Data Quality
- Fraud Detection and Prevention Strategies
- The Role of Rewards and Consumer Trust
- Fintech Tailwinds and Market Opportunities
- Building in an Ambiguous Data Landscape
- AI's Impact on Fintech and Data Quality
- The Value of Data in Modern Business
- Understanding Customer Needs and Sales Strategies
- The Y Combinator Experience and Early Customer Engagement
- Insights on Fundraising and Investor Relationships
- Building a Lean Team and Remote Work Dynamics
- Navigating the US Market as a Canadian Startup
- Identifying Your Strengths and Delegating Effectively
Chapters
00:00 The Genesis of Hubly and Founding Experiences
02:48 Transitioning to Spade: Lessons Learned
06:05 Understanding Merchant Intelligence and Data Quality
08:53 Fraud Detection and Prevention Strategies
11:57 The Role of Rewards and Consumer Trust
15:06 Fintech Tailwinds and Market Opportunities
17:56 Building in an Ambiguous Data Landscape
20:56 AI's Impact on Fintech and Data Quality
24:27 The Value of Data in Modern Business
26:22 Understanding Customer Needs and Sales Strategies
30:38 The Y Combinator Experience and Early Customer Engagement
32:38 Insights on Fundraising and Investor Relationships
36:10 Building a Lean Team and Remote Work Dynamics
38:36 Navigating the US Market as a Canadian Startup
40:57 Identifying Your Strengths and Delegating Effectively
44:58 Making Critical Decisions and Self-Care
47:55 Coping with Challenges and Seeking Support
Keywords
Spade, fintech, data quality, fraud detection, merchant intelligence, rewards, consumer trust, AI, startup experience, data value, customer engagement, sales strategies, Y Combinator, fundraising, lean teams, remote work, Canadian startups, decision making, self-care
51:22
Rob Fraser from Outway (Vol. 2)
Episode in
The Hard Part with Evan McCann
Rob Fraser is the Founder and CEO of Outway.
Outway is The Only Socks™ you'll ever need.
- Reflecting on Two Years of Change Since our First Episode
- Personal Growth and Business Resilience
- Evolving Role of the Entrepreneur
- Strategic Growth and Long-Term Vision
- Channel Expansion and Market Strategy
- Innovating Within the Sock Industry
- The Impact of AI on Business Discovery
- The Rapid Advancement of AI in Business
- The Canadian Product Movement and National Pride
- The Importance of Design in Sock Marketing
- Navigating Business Decisions and Serendipity
Chapters
00:00 Reflecting on Two Years of Change
05:16 Personal Growth and Business Resilience
09:02 Evolving Role of the Entrepreneur
13:50 Strategic Growth and Long-Term Vision
18:41 Channel Expansion and Market Strategy
22:11 Innovating Within the Sock Industry
25:58 The Impact of AI on Business Discovery
26:33 The Rapid Advancement of AI in Business
30:03 The Canadian Product Movement and National Pride
36:05 The Importance of Design in Sock Marketing
40:23 Navigating Business Decisions and Serendipity
46:50 Personal and Professional Excitement for the Future
Keywords
Outway, entrepreneurship, business growth, personal development, market strategy, product innovation, AI in business, DTC, consumer goods, resilience, AI, business, Canadian products, design, marketing, entrepreneurship, decision making, consumer goods, socks, innovation
52:11
The Friday Show - Burhan Syed, Ruslan Nikolaev, Jake Adler, Fahd Ananta and Vedant Vyas
Episode in
The Hard Part with Evan McCann
The Friday Show Episode 3!
2:26 - Burhan from Rondah AI
17:46 - Ruslan from Float
48:51 - Jake from Pilgrim
1:11:00 - Fahd from Roach Capital + Studio 535
1:26:10 - Vedant from Opennote
01:36:53
Sheetal Jaitly from TribalScale
Episode in
The Hard Part with Evan McCann
Sheetal Jaitly is the CEO of TribalScale.
TribalScale builds digital products and transform businesses. They help the world’s largest enterprises and best entrepreneurs identify strategic opportunities to build, design, and release cutting-edge technology solutions to benefit their customers.
Takeaways
- Xtreme Labs Experience and Mafia
- Navigating Digital Transformation and AI
- Building a Successful Service Business
- Zero to One: Finding Product-Market Fit
- Hiring for Success: Traits to Look For
- Empathy and Curiosity in Networking
- The Miami Tech Boom
- Navigating Client Relationships in an AI World
- AI's Impact on Enterprise Leadership
- Investing in the Future: Insights from G Capital
Chapters
00:00 The Xtreme Labs Experience
06:07 The Birth of Tribal Scale
11:25 Navigating Digital Transformation and AI
16:10 Building a Successful Service Business
19:47 Zero to One: Finding Product-Market Fit
21:46 Hiring for Success: Traits to Look For
25:38 Empathy and Curiosity in Networking
28:12 The Miami Tech Boom
31:41 Navigating Client Relationships in an AI World
35:25 AI's Impact on Enterprise Leadership
38:00 Investing in the Future: Insights from G Capital
40:47 Personal Growth Through Hard Times
Keywords
Xtreme Labs, Tribal Scale, digital transformation, AI, service business, entrepreneurship, product-market fit, hiring, startup culture, innovation, networking, empathy, Miami tech, AI, client relationships, investing, resilience, entrepreneurship, thought leadership, startup culture
47:01
Aydin Mirzaee from Fellow
Episode in
The Hard Part with Evan McCann
Aydin Mirzaee is the Co-Founder and CEO of Fellow.
Fellow.app is an all-in-one AI meeting assistant designed for remote and hybrid teams, offering transcription, summaries, and action item tracking. It streamlines meetings with collaborative agendas and integrations, helping teams work smarter and faster.
Takeaways
- Being the First Canadian on Facebook
- The Story of Bok - Aydin's First Venture
- Lessons from Fluidware and Acquisition by SurveyMonkey
- Lessons and Learnings on Pivoting
- Co-Founding Dynamics: Building Strong Relationships
- Navigating Competition: Evolving with the Market
- Building a Holistic Meeting Platform
- Transforming a Scaling Company: The Pivot
- Embracing AI: A Cultural Shift
- User Experience: Balancing Simplicity and Engagement
- The Ottawa Tech Scene
Chapters
00:00 The Facebook Journey: A Canadian Perspective
02:58 Entrepreneurial Pivots: The Story of Bach
05:51 Lessons from Fluidware and Acquisitions
09:59 The Genesis of Fellow: Returning to Entrepreneurship
17:01 Co-Founding Dynamics: Building Strong Relationships
20:06 Navigating Competition: Evolving with the Market
24:02 Building a Holistic Meeting Platform
26:25 Transforming a Company: The Pivot
31:12 Embracing AI: A Cultural Shift
35:14 User Experience: Balancing Simplicity and Engagement
39:05 The Ottawa Tech Scene: A Thriving Community
41:02 Adapting to Change: Learning and Growth
46:19 Coping with Challenges: The Importance of Sleep
Keywords
Facebook, entrepreneurship, pivots, acquisitions, Fellow, Fluidware, competition, co-founders, AI, business strategy, AI, meeting platform, company transformation, user experience, Ottawa tech, coaching, business challenges, sleep, productivity, innovation
47:43
Jonathan Shaanan from Circle K Ventures
Episode in
The Hard Part with Evan McCann
Jonathan Shaanan is the Managing Director of Circle K Ventures.
Established in 2020, Circle K Ventures invests in startup companies that are developing and deploying solutions that enhance the experience in our stores while providing team members with the tools and resources that free them up to focus on our guests.
Takeaways
- From Banking to Venture Capital: A Journey
- The Birth of Circle K Ventures
- Navigating Corporate Venture Capital (CVC)
- Strategic vs. Financial Returns in CVC
- Innovations Shaping Retail: Technology and Trends
- Global Perspectives: Investing Beyond Borders
- Post-Investment Value: Building Relationships
- Due Diligence in a Real-World Context
- Launching and Testing Technology In-Store
- The Future of Corporate Venture Capital in Canada
Chapters
00:00 From Banking to Venture Capital: A Journey
02:46 The Birth of Circle K Ventures
06:05 Navigating Corporate Venture Capital
08:52 Strategic vs. Financial Returns in Venture
11:47 Innovations Shaping Retail: Technology and Trends
18:01 Global Perspectives: Investing Beyond Borders
24:00 Post-Investment Value: Building Relationships
30:02 Due Diligence in a Real-World Context
34:04 The Future of Corporate Venture Capital in Canada
Keywords
venture capital, corporate venture, Circle K Ventures, investment strategy, fintech, retail technology, startup ecosystem, innovation, entrepreneurship, investment banking
37:04
Eldon Sprickerhoff from eSentire
Episode in
The Hard Part with Evan McCann
Eldon Sprickerhoff is the Founder of eSentire.
eSentire is the Authority in Managed Detection and Response, protecting the critical data and applications of 2000+ organizations in 80+ countries, representing 35 industries from known and unknown cyber threats.
Eldon is also an author of Committed: Startup Survival Tips and Uncommon Sense for First-Time Tech Founders and a Strategic Advisor at Caledon Ventures.
Takeaways
- Starting eSentire during the Dot-Com Bubble
- Lessons from 20 Years of Business Growth
- Navigating Fundraising Challenges
- Scaling Teams and Managing Growth
- Understanding People Dynamics in Startups
- How to Properly Filter Advice and Mentors
- Revenue Milestones and Business Evolution
- Building a Sales Team for Success
- The Evolution of Sales Messaging
- Navigating Growth and Change
- Advising the Next Generation of Cybersecurity Startups
- The Journey of Writing a Book
- The State of Canadian Tech
Chapters
00:00 The Genesis of eSentire
03:31 Lessons from 20 Years of Business Growth
12:26 Navigating Fundraising Challenges
14:39 Scaling Teams and Managing Growth
17:57 Understanding People Dynamics in Startups
21:11 Valuable Advice and Mentorship Experiences
24:03 Revenue Milestones and Business Evolution
27:24 Building a Sales Team for Success
29:50 The Evolution of Sales Messaging
31:12 Navigating Growth and Change
34:46 Advising the Next Generation of Cybersecurity Startups
39:33 The Journey of Writing a Book
42:42 The State of Canadian Tech
50:51 Personal and Professional Reflections
55:29 Coping with Challenges and Stress
Keywords
eSentire, entrepreneurship, business growth, fundraising, team scaling, startup advice, mentorship, revenue milestones, sales strategies, founder experiences, sales messaging, business growth, cybersecurity startups, writing a book, Canadian tech, personal development, entrepreneurship, stress management, startup journey, mentorship
54:18
The Friday Show - Arsham Ghahramani, Sean Jagermann, Xander Chin and Antonio Spiezia
Episode in
The Hard Part with Evan McCann
The Friday Show Episode 2!
12:10 - Arsham from Ribbon
25:30 - Sean from Bold Bar
37:30 - Xander Chin
50:00 - Antonio from Trails and Bagelhacks
01:01:07
Hassan Ismail from West Tek
Episode in
The Hard Part with Evan McCann
Hassan Ismail is the Co-Founder and CEO of West Tek.
West Tek is building the next generation of data and software infrastructure to seamlessly connect traditionally disconnected human systems.
Takeaways
- The Genesis of a Defense Tech Startup
- Autonomous versus Human Systems
- Navigating the Conservative Defense Industry
- Where Canada Is Investing in Defense
- The Human Element in Warfare
- What Future Warfare Looks Like
- The Taboo of Defense Technology
- Data Integration and Future Prospects
Chapters
00:00 The Genesis of a Defense Tech Startup
10:55 Navigating the Conservative Defense Industry
20:54 The Human Element in Warfare
28:02 The Taboo of Defense Technology
34:00 Data Integration and Future Prospects
Keywords
defense tech, startup, autonomous systems, soldier systems, Canada, innovation, military technology, human element, data integration, manufacturing
40:17
Richard Waines from DCVC Bio
Episode in
The Hard Part with Evan McCann
Richard Waines is an Investor at DCVC Bio.
DCVC Bio invests in early-stage, deep-tech life science companies that are leveraging computational approaches, including AI and automation, to transform existing technologies and accelerate the development of new ones.
Chapters/Takeaways
03:19 → Journey into Biotech Investing
11:53 → DCVC Bio's Focus and Investment Strategy
16:19 → Exploring Platform Therapeutics in Biotech
20:15 → Nuances of Biotech Investing vs. Other Industries
23:11 → Managing Science Risk in Biotech Investments
27:58 → Key Personnel Changes During Company Growth
30:24 → Geographical Considerations in Biotech Investments
34:30 → The Passion for Science vs. Business in Biotech
36:08 → The Role of an Associate in Venture Capital
41:17 → The Impact of AI on Biotech Investments
44:48
Brent Pretty from Retellio
Episode in
The Hard Part with Evan McCann
Brent Pretty is the Co-Founder and CEO of Retellio.
Retellio is an AI briefing tool for leaders who can't listen to every call. It takes all your company's customer calls, finds the moments that matter, and turns them into easy-to-digest podcasts.
Takeaways
- Dropping Out of High School
- Working at Verafin
- Learnings and Insights from Verafin
- Innovating with AI
- Creating a Hive Mind
- Integrations and User Experience
- The Future of AI in Business
- Defining Market Segment
- Scaling and Team Dynamics
- The Importance of Discipline
- Product Development Insights
- Building Distribution
Chapters
00:00 From Small Town to Big Dreams
02:50 The Verafin Journey
06:02 Building a Tech Ecosystem
08:54 The Genesis of Retellio
11:52 Innovating with AI
14:59 Creating a Hive Mind
17:51 Integrations and User Experience
21:13 The Future of AI in Business
24:03 Scaling and Team Dynamics
27:14 The Importance of Discipline
29:57 Product Development Insights
33:03 Learning from Books and Frameworks
36:06 Personal and Professional Growth
39:00 Embracing Challenges
Keywords
Brent Pretty, Verafin, Retellio, AI, tech ecosystem, entrepreneurship, discipline, product development, customer obsession, Newfoundland
40:11
The Friday Show - Connor Turland, Alexander Stratmoen, Owen Brakes, Rahul Gudise, Jianxiang (Jack) Xu, Adam Cohen, and J
Episode in
The Hard Part with Evan McCann
The first episode of The Friday Show!
00:00 - Intro to The Friday Show Format
01:57 - X Content Rundown
08:38 - Connor Turland from Ceedar
18:57 - Alexander Stratmoen on Socratica Symposium
27:55 - Owen Brakes from Steinmetz
37:03 - Rahul Gudise from Gale
48:00 - Jack Xu from Proception
55:14 - Adam Cohen from Weave
57:00 - Jay Alammar from Cohere on Command A
01:06:56
Laura Mock from Cultivator
Episode in
The Hard Part with Evan McCann
Laura Mock is the Director of Cultivator.
Launched in 2019, Cultivator powered by Conexus (Cultivator) was built to create an innovation hub that provided the programming, resources, mentorship, funding, and space for founders to accelerate the growth of local tech startups in Regina.
Cultivator aims to foster 250 companies with annual recurring revenue of at least a million dollars by 2050.
Takeaways
- What is Cultivator?
- The Role of Conexus in Cultivator
- Challenges for Saskatchewan Founders
- Building Density and the Founder Pipeline
- Ambitious Goals for Cultivator
- Attracting Founder Talent
- Programming at Cultivator
- Capital and Investment Challenges
- Cultivator as a Startup
Chapters
00:00 Introduction to Cultivator
03:16 The Role of Conexus in Cultivator
06:03 Challenges for Saskatchewan Founders
09:51 Building Density and the Founder Pipeline
12:57 Ambitious Goals for Cultivator
19:52 Attracting Founder Talent
22:53 Programming Successes at Cultivator
27:53 Capital and Investment Challenges
32:04 Cultivator as a Startup
34:57 Personal Insights and Closing Thoughts
Keywords
Cultivator, Saskatchewan, tech incubator, entrepreneurship, AgTech, founder challenges, investment, startup ecosystem, Conexus, community support
37:46
Braden ream from voiceflow
Episode in
The Hard Part with Evan McCann
Braden Ream is the Co-Founder and CEO of Voiceflow.
Voiceflow is the collaborative platform to build custom AI Agents. It is the fastest way to build powerful chat and voice agents for customer support and beyond.
Takeaways
- Braden's first venture Flare
- How Voiceflow started as a children's story bedtime app on Alexa called Fable
- Pivot to Voiceflow
- Building a Platform: Community and Ecosystem
- Navigating Developer Sales: Strategies for Success
- The App Ecosystem: Spontaneous Growth and Adaptation
- Navigating Enterprise Sales
- Why you need to keep your head in the sand
- The Future of AI Agents
- Team Dynamics and Hiring Strategies
- The Canadian Advantage in Business
- Building and hiring in Canada versus SF
- Why your job as a founder is to keep the energy high
Chapters
00:00 Founding Flare: The Journey Begins
04:35 Discovering Voiceflow: The Spark of Innovation
10:17 Building a Platform: Community and Ecosystem
13:23 Navigating Developer Sales: Strategies for Success
20:05 The App Ecosystem: Spontaneous Growth and Adaptation
26:01 Navigating Enterprise Sales
30:09 The Future of AI Agents
34:13 Team Dynamics and Hiring Strategies
38:37 The Canadian Advantage in Business
42:01 Personal Growth and Professional Aspirations
45:30 Resilience in Leadership
Keywords
Flare software, Voiceflow, entrepreneurship, AI agents, platform approach, developer community, product-led growth, app ecosystem, innovation, startup journey, enterprise sales, customer relationships, AI agents, team dynamics, hiring strategies, Canadian business, leadership resilience, startup culture, product marketing, talent density
44:38
Renée Touzin from GIRO
Episode in
The Hard Part with Evan McCann
Renée Touzin is the President and CEO of GIRO.
GIRO Inc. is a leading maker of optimization software for the public transport and postal industries.
Launched in 1979 as an offshoot from a university project in operations research, the company now employs more than 600+ skilled and expert staff. Its specialized software solutions enjoy a worldwide reputation.
Takeaways
- The Founding Story of Giro in 1979
- Growth and Transformation Over 45 Years
- The Importance of Focus
- Building Lasting Client Relationships
- The Journey to CEO
- The Products: HASTUS and GeoRoute
- Investing in R&D for Innovation
- The Role of Conferences in Client Engagement
- Creating a Strong Company Culture
- Engaging with Customers for Product Development
- Maintaining Independence and Control
- Embracing Technology Trends
Chapters
00:00 The Founding Story of Giro
02:55 Growth and Transformation Over 45 Years
05:31 The Importance of Focus in Business
09:05 Building Lasting Client Relationships
11:12 The Journey to CEO
13:26 The Products: HASTUS and GeoRoute
20:23 Investing in R&D for Innovation
22:08 The Role of Conferences in Client Engagement
23:48 Creating a Strong Company Culture
25:12 Engaging with Customers for Product Development
26:37 Maintaining Independence and Control
27:59 Embracing Technology Trends
29:03 Personal Growth and Learning
30:33 Dealing with Challenges in Business
Keywords
GIRO, public transit, software, optimization, client relationships, company culture, innovation, R&D, technology trends, CEO journey
32:16
Josh Domingues from Flashfood
Episode in
The Hard Part with Evan McCann
Josh Domingues is the Founder & Executive Chairman of Flashfood.
Flashfood is on a mission to feed families, not landfills. Their app connects shoppers with fresh produce, meat and other groceries at up to 50% off. By partnering with retailers across North America, they offer nutritious staples at affordable prices and reduce the amount of food going to landfills.
Takeaways
- Josh's Connection to Food Waste
- Understanding Food Waste and Its Impact
- Early Product Validation
- Building Consumer Demand
- Navigating Grocery Store Partnerships
- The Journey of Raising Capital and Scaling
- Scaling Effectively by Simplifying Processes for Retailers
- The Reality of Scaling in the US
- Building an Effective Executive Team
- The State of Canadian Tech
Chapters
00:00 The Genesis of Flashfood
04:31 Understanding Food Waste and Its Impact
11:01 Building Consumer Demand
14:33 Navigating Grocery Store Partnerships
18:11 The Journey of Raising Capital and Scaling
23:41 The Reality of Scaling in the U.S.
27:39 Building an Effective Executive Team
37:30 The State of Canadian Tech
43:58 Personal and Professional Growth Strategies
Keywords
Flashfood, food waste, grocery app, sustainability, startup journey, consumer demand, fundraising, grocery partnerships, environmental impact, food industry, scaling, U.S. market, executive team, Canadian tech, entrepreneurship, growth mindset, leadership, building businesses, Flashfood, innovation
40:28
Michael Buhr from C100
Episode in
The Hard Part with Evan McCann
Michael Buhr is the Executive Director of the C100.
Michael is a seasoned technology executive with over 30 years of experience in Silicon Valley and is the Executive Director of C100, a 350+ member association of Canadian tech veterans, many with Silicon Valley roots, dedicated to helping Canadian entrepreneurs build and scale globally impactful companies.
C100's programs - for early- and growth-stage companies - accelerate the success of Canada’s top tech entrepreneurs by connecting high-potential founders and executives to a global network of seasoned entrepreneurs, operators, and investors.
Takeaways
- C100 and Its Purpose
- The Canadian Expat Community in the Bay Area
- Shifts in Entrepreneurial Landscape and the Importance of Connection
- Challenges in Growth Stage and Term Sheet Dynamics
- Mentorship and the Unique Canadian Affinity to Help
- Common Challenges Faced by Early Stage Companies
- C100's Programs - Fellows, Growth, Summit & 48 Hours.
- Thinking Big: The Canadian Entrepreneurial Mindset
- Navigating Growth Stages
- The Canadian Talent Pool and Silicon Valley's Interest
- The Importance of In-Person Connections
- Building Bridges: Connecting Canadian and Silicon Valley Entrepreneurs
Chapters
00:00 Introduction to C100 and Its Purpose
02:27 The Canadian Expat Community in the Bay Area
11:41 Shifts in Entrepreneurial Landscape and the Importance of Connection
18:58 Challenges in Growth Stage and Term Sheet Dynamics
24:10 Mentorship and the Unique Canadian Affinity to Help
26:31 Common Challenges Faced by Early Stage Companies
27:59 Thinking Big: The Canadian Entrepreneurial Mindset
29:25 Navigating Growth Stages in Business
33:19 The Canadian Talent Pool and Silicon Valley's Interest
36:05 The Importance of In-Person Connections
41:50 Building Bridges: Connecting Canadian and Silicon Valley Entrepreneurs
45:19 Insights from Current Reads and Future Aspirations
49:00 Resilience in Entrepreneurship: Overcoming Hard Times
Keywords
C100, Canadian expats, entrepreneurship, Silicon Valley, mentorship, growth stage, term sheets, Canadian startups, networking, investment, Canadian entrepreneurs, Silicon Valley, business growth, networking, resilience, innovation, mentorship, tech ecosystem, investment, leadership
51:30
Meti Basiri from ApplyBoard
Episode in
The Hard Part with Evan McCann
Meti Basiri is the Co-Founder and CEO of ApplyBoard.
ApplyBoard's mission is to empower students worldwide to unlock opportunities for the best education. With their innovative platform and expert team, they simplify the journey—from exploration and application to enrollment—helping thousands of students achieve their dreams of studying abroad.
Takeaways
- ApplyBoard's First Round of Investment.
- Mission-Driven Culture and Creating Impact.
- Scaling Challenges and Strategies
- Adapting to Recent Policy Changes
- ApplyBoard's Newest Venture - Capio
- Maintaining Startup Mentality During Growth
- Navigating Startup Culture and Growth Challenges
- The Balance of Internal Promotions vs. External Hires
- Co-Founder Dynamics: Family and Business
- International Expansion: Cultural Adaptation and Challenges
Chapters
00:00 The Founding Story of ApplyBoard
06:23 Navigating Early Investments
09:11 Mission-Driven Culture and Impact
13:58 Scaling Challenges and Strategies
17:07 Adapting to Policy Changes
21:09 Innovating with New Ventures
24:05 Maintaining Startup Mentality During Growth
26:29 Navigating Startup Culture and Growth Challenges
29:13 The Balance of Internal Promotions vs. External Hires
35:57 Co-Founder Dynamics: Family and Business
39:30 International Expansion: Cultural Adaptation and Challenges
43:27 Personal Growth and Resilience in Business
47:37 Finding Balance: Hobbies and Positive Mindset
Keywords
ApplyBoard, entrepreneurship, international students, education, startup culture, investment, scaling, mission-driven, policy changes, innovation, startup culture, hiring practices, co-founder relationships, international expansion, personal growth, resilience, business challenges, company values, team dynamics, leadership
52:33
Stephen Seibel from Clutch
Episode in
The Hard Part with Evan McCann
Stephen Seibel is the Founder and COO of Clutch.
Clutch is Canada’s largest online used car retailer, delivering a seamless, hassle-free car buying and financing experience to drivers everywhere.
Takeaways
- Stephen's move from investment banking to starting Clutch.
- Why he booked a one-way ticket to Halifax to launch the business.
- Navigating regulartory hurdles.
- Clutch's business model began with a consignment approach.
- Early fundraising for a capital-intensive business like Clutch was particularly challenging in Canada.
- Dive deep into the car sales industry in Canada and the US.
- Why Canada is the ideal place to build Clutch.
- Why they source cars directly from consumers.
- Clutch has purchased over 27,000 cars from Canadians.
- Clutch utilizes machine learning to optimize car offers and inventory management.
- Clutch is designed to be a managed two-sided marketplace, differentiating it from competitors.
- The logistics of delivering cars across Canada.
- Their 100K sqft facility in Mississauga and how they do everything in-house.
- Building trust, ads, marketing, partnership with the Raptors.
- Building a national brand an industry that is traditional local or regional.
- The nuances with financing.
- Building for over 9 years and loving the grind.
- Bringing Dan Park onboard to be CEO and their strong relationship.
Chapters
00:00 From Banking to Entrepreneurship: The Journey Begins
05:03 Overcoming Regulatory Hurdles: The Halifax Move
12:01 The Drive to Succeed: Motivation Behind Clutch
14:55 Disrupting the Auto Industry: Clutch's Unique Model
20:58 Data-Driven Decisions: Sourcing Quality Cars
25:43 Automating Car Purchases: A Data-Driven Approach
26:47 Navigating Complex Logistics in the Automotive Industry
30:39 Financing Challenges in Used Car Sales
35:21 Building a Trustworthy Brand in Used Car Sales
39:12 Leadership Dynamics: The Role of a CEO
43:07 Personal and Professional Aspirations: Looking Ahead
Keywords
Evan McCann, Stephen Seibel, Clutch, entrepreneurship, investment banking, auto industry, regulatory challenges, car buying experience, data-driven business, Canadian market, automotive logistics, used car financing, brand trust, leadership, data-driven decisions
47:35
Rishi Nayyar from PocketHealth
Episode in
The Hard Part with Evan McCann
Rishi Nayyar is the Co-Founder and CEO of PocketHealth.
PocketHealth is on a mission to empower every patient with instant access, control and understanding of their health records while streamlining medical image sharing for healthcare providers.
Takeaways
- Current Landscape of Medical Imaging
- Building a Patient-Centric Platform
- Prioritizing Security and Privacy
- Navigating Different User Experiences
- Understanding Market Differences: US vs Canada
- Filling Gaps in Patient Care
- The Role of AI in Healthcare
- Team Dynamics and R&D Focus
- Sales Strategies in Healthcare
- Trends in Healthcare Technology
- Empowering Patients Through Visibility
- Lessons Learned Over a Decade
Chapters
00:00 The Genesis of Pocket Health
02:48 Current Landscape of Medical Imaging
05:50 Building a Patient-Centric Platform
11:13 Prioritizing Security and Privacy
14:17 Navigating Different User Experiences
16:17 Understanding Market Differences: US vs Canada
19:09 Filling Gaps in Patient Care
21:50 The Role of AI in Healthcare
24:28 Team Dynamics and R&D Focus
26:29 Sales Strategies in Healthcare
28:24 Trends in Healthcare Technology
31:12 Empowering Patients Through Visibility
34:13 Lessons Learned Over a Decade
37:22 Cultural Shifts in Patient Engagement
39:13 Quickfire Round: Insights and Inspirations
Keywords
health tech, patient engagement, medical imaging, AI in healthcare, startup journey, security and privacy, healthcare innovation, Pocket Health, US vs Canada healthcare, patient empowerment
41:44
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